$121 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Tue, May 5 - Tue, May 5
Southwest Logo
5:35 am - 2:45 pm
SJU
-
SDF
9h 10m
2 stops
Southwest Logo
5:50 pm - 11:40 pm
SDF
-
SJU
5h 50m
1 stop
$269Southwest
Tue, May 5 - Tue, May 5
Southwest Logo
5:05 am - 12:40 pm
SJU
-
SDF
7h 35m
1 stop
Southwest Logo
5:50 pm - 11:40 pm
SDF
-
SJU
5h 50m
1 stop
$274Southwest
Mon, Apr 6 - Fri, Apr 10
American Airlines Logo
1:27 pm - 9:55 am
MBJ
-
SDF
19h 28m
2 stops
American Airlines Logo
7:01 pm - 9:13 am
SDF
-
MBJ
15h 12m
2 stops
$301American Airlines
Thu, May 21 - Wed, May 27
American Airlines Logo
12:59 am - 10:17 am
SJU
-
SDF
9h 18m
1 stop
American Airlines Logo
1:21 pm - 11:39 pm
SDF
-
SJU
10h 18m
1 stop
$316American Airlines
Thu, Apr 2 - Fri, Apr 10
Spirit Airlines Logo
1:45 am - 11:14 am
SJU
-
SDF
9h 29m
1 stop
Spirit Airlines Logo
12:09 pm - 9:59 pm
SDF
-
SJU
9h 50m
1 stop
$351Spirit Airlines
Fri, May 22 - Wed, May 27
Multiple Airlines Logo
5:56 pm - 5:04 pm
SJU
-
SDF
23h 08m
1 stop
Multiple Airlines Logo
8:06 pm - 8:43 am
SDF
-
SJU
36h 37m
2 stops
$355Multiple Airlines
Mon, Mar 30 - Mon, Apr 6
Multiple Airlines Logo
7:54 pm - 11:47 am
SJU
-
SDF
15h 53m
1 stop
Multiple Airlines Logo
9:13 pm - 11:49 am
SDF
-
SJU
14h 36m
1 stop
$383Multiple Airlines
Tue, Mar 17 - Sun, Apr 12
Spirit Airlines Logo
2:46 am - 11:14 am
STI
-
SDF
8h 28m
2 stops
Spirit Airlines Logo
3:33 pm - 1:49 am
SDF
-
STI
10h 16m
1 stop
$411Spirit Airlines
Mon, Apr 6 - Fri, Apr 10
Delta Logo
11:15 am - 10:43 pm
MBJ
-
SDF
10h 28m
1 stop
Delta Logo
8:05 am - 3:28 pm
SDF
-
MBJ
8h 23m
1 stop
$435Delta
Thu, May 21 - Sat, May 30
Delta Logo
8:59 pm - 2:42 pm
STI
-
SDF
17h 43m
2 stops
Delta Logo
5:50 pm - 12:23 pm
SDF
-
STI
18h 33m
2 stops
$669Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$121
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11398 reviews
8.0Crew
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

6.0 GoodPrincess, Mar 2026
YYZ - JFK
Read more American Airlines reviews

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

The baggage claim experience was poor. The plane crew and the AA app said that checked baggage in CLT would be at carousel 7 but the sign at Baggage Claim said carousel 1. The carousel 1 sign had the correct flight # listed above the belt. But the luggage never came. I went to an AA baggage claim office after about 1 hour and the clerk directed me to another AA room that was poorly marked, with a closed door and no obvious way to know what to do. Finally someone opened the door and my bag was inside. The clerk was totally unable to explain why.

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

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